Here's a sample itinerary for a drive from Leesburg (Virginia) to Poughkeepsie. If you're planning a road trip to Poughkeepsie, you can research locations to stop along the way. Make sure you check road conditions to double check the weather. Traveling with a dog or cat? Find pet-friendly stops. Camping along the way? Search for RV campgrounds. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.
10:00 am start in Leesburg (Virginia)
drive for about 50 minutes
10:50 am Washington, DC
stay for about 2 hours
and leave at 12:50 pm
drive for about 57 minutes
1:47 pm Baltimore
stay for about 1 hour
and leave at 2:47 pm
drive for about 45 minutes
3:32 pm Aberdeen (Maryland)
stay for about 1 hour
and leave at 4:32 pm
drive for about 1.5 hours
5:54 pm eat at Tony Luke's
stay overnight and leave the next day around 10:00 am
day 1 driving ≈ 4 hours
10:00 am leave from Philadelphia
drive for about 1 hour
11:12 am New Brunswick
eat at THE FROG AND THE PEACH
stay for about 1 hour
and leave at 12:12 pm
drive for about 55 minutes
1:08 pm New York City
stay for about 2 hours
and leave at 3:08 pm
drive for about 60 minutes
4:07 pm Woodbury Common Premium Outlets
stay for about 1 hour
and leave at 5:07 pm
drive for about 43 minutes
5:51 pm arrive in Poughkeepsie
day 2 driving ≈ 4 hours
Washington, DC (179 answers)
National Mall (30 mentions)
National Air and Space Museum (29 mentions)
Washington Monument (25 mentions)
Museum of Natural History (23 mentions)
Lincoln Memorial (22 mentions)
National Gallery of Art (19 mentions)
restaurants around Washington, DC:
Mitsitam Cafe
Founding Farmers
Rose's Luxury
Pavilion Café
questions about Washington, DC:
Best hotel near museums
Best free things to do in Washington, DC?
Fun free things to do in D.C.?
Getting from Union Station to National Mall?
How to make the most of three days in DC
Baltimore (54 answers)
Fells Point (11 mentions)
Inner Harbor (7 mentions)
Lexington Market (4 mentions)
Canton (4 mentions)
The Helmand (3 mentions)
restaurants around Baltimore:
G&M Restaurant and Lounge
Faidley's Seafood & Fresh Fish Market
Phillips Seafood
The Abbey Burger Bistro
Max's Taphouse
questions about Baltimore:
Best place to get seafood and crab cakes in Baltimore?
Best free things to do in Baltimore?
Authentic, non-chain restaurant for dinner with a child (with a well-refined palate) near the Inner Harbor?
Family-friendly seafood restaurant
What is your favorite restaurant in Baltimore?
Aberdeen (Maryland) (2 answers)
questions about Aberdeen (Maryland):
Where is a safe place to spend the night
Tony Luke's (5 mentions)
New Brunswick (8 answers)
Zimmerli Art Museum (2 mentions)
restaurants around New Brunswick:
THE FROG AND THE PEACH
questions about New Brunswick:
Is there anything worth seeing/doing/eating in or around New Brunswick, NJ???
What's the best neighborhood in New Brunswick for a first time visitor?
New York City (622 answers)
Central Park (149 mentions)
High Line Park (110 mentions)
The Metropolitan Museum of Art (85 mentions)
Statue of Liberty (69 mentions)
Times Square (59 mentions)
restaurants around New York City:
Katz's Delicatessen
Shake Shack
Lombardi's Pizza
Balthazar Restaurant
Eataly
questions about New York City:
Is it a good idea to visit NYC in December?
free or cheap things to do in NYC
What is your favorite restaurant in New York City?
48 Hours in NYC - I NEED to know the best Pizza spots!
Which NYC museums are must see? We only have time for two.
Woodbury Common Premium Outlets (4 mentions)
This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.
Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!
For example, here are some questions people have asked about Poughkeepsie. Click on any question to see answers from the community!
Katie from Los Angeles asked:
Best free things to do in Poughkeepsie? (3 answers)
Click the button below to explore more questions and answers related to Poughkeepsie.
Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!
Want to plan the trip back? Get the reverse directions for a Poughkeepsie to Leesburg (Virginia) drive, or go to the main page to plan a new road trip.
Looking for ideas for more destinations within driving distance of Leesburg (Virginia)? Try searching for places within 5.5 hours of Leesburg (Virginia).
You can also compare the travel time if you're flying or driving by calculating the distance from Leesburg (Virginia) to Poughkeepsie. Or get a full Leesburg (Virginia) to Poughkeepsie flight plan.
Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world.
And if you know Leesburg (Virginia) well, please help your fellow travelers and answer their questions about Leesburg (Virginia)!